3-(((1H-pyrrol-2-yl)methylene)hydrazono)indolin-2-one | 725703-71-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-(((1H-pyrrol-2-yl)methylene)hydrazono)indolin-2-one
• CAS: 725703-71-9
• 化学式: C₁₃H₁₀N₄O
• 分子量: 238.249
• InChiKey: GJVMBVWTNBCFAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.79
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.61
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  靛红 在 一水合肼 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 7.0h， 生成 3-(((1H-pyrrol-2-yl)methylene)hydrazono)indolin-2-one
  参考文献：
  名称：

  Analogue-based design, synthesis and biological evaluation of 3-substituted-(methylenehydrazono)indolin-2-ones as anticancer agents

  摘要：

  The docking studies on CDK2 and GSK-3 beta inspired us to synthesis a series of indoline-2,3-dione hydrazones 10a-1. Treatment of indoline-2,3-dione derivatives 7a-d with hydrazine gave 3-hydrazonoindolin-2-ones 8a-d which were reacted with the appropriate aldehydes 9a-c to yield 3-substituted-(methylenehydrazono)indolin-2-ones 10a-1. Compounds 10a-1 showed a significant anticancer activity against human breast cell line MCF-7. Compounds 10c, f, i exhibited the highest activity almost the same of doxorubicin (IC50 = 6.10 mu M) with IC50 = 7.75, 6.75, 6.25 mu M, respectively. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.058

文献信息

• Synthesis, Spectroscopic Characterization, Antibacterial and Corrosion Inhibitory Activities of Some 3d-Metal Complexes of [(2-Pyrrole-2-carboxaldehyde)-3-isatin]bishydrazone
  作者：S.S. Swathy、R. Biju、K. Mohanan

  DOI：10.14233/ajchem.2015.19346

  日期：——

  A novel bishydrazone was synthesized by the condensation of isatin monohydrazone with pyrrole-2-carboxaldehyde, which formed a series of complexes with manganese(II), cobalt(II), nickel(II), copper(II) and zinc(II). The ligand and the metal complexes were characterized on the basis of elemental analysis, molar conductance, magnetic moment, IR, UV-visible, 1H NMR, EPR and thermal analysis. Spectral studies revealed that the ligand acted as neutral bidentate, coordinating to the metal ion through the aldimine nitrogen and carbonyl oxygen atom of the isatin moiety. The low molar conductance values indicate that all complexes are non-electrolytes. Based on the spectral results and magnetic susceptibility measurements, suitable geometry was proposed for each metal complex. The EPR spectral data of copper(II) complex indicated that metal-ligand bond had considerable covalent character. The ligand and its nickel(II) complex were subjected to XRD studies. In vitro biological screening effects of the compounds were tested against the some selected bacteria by the agar disc diffusion method. The corrosion inhibitory activity of the ligand and its nickel(II) complex used in acid (H2SO4) media was examined by open circuit potential measurements.

  通过靛红单腙与吡咯-2-甲醛的缩合合成了一种新型双腙，该腙与锰（II）、钴（II）、镍（II）、铜（II）和锌（II）形成了一系列配合物。配体和金属配合物的表征基于元素分析、摩尔电导、磁矩、红外光谱、紫外可见光、1H NMR、EPR 和热分析。光谱研究表明，配体为中性双齿配体，通过靛红分子的醛亚胺氮和羰基氧原子与金属离子配位。摩尔电导值较低，表明所有配合物都是非电解质。根据光谱结果和磁感应强度测量结果，为每种金属配合物提出了合适的几何形状。铜（II）配合物的 EPR 光谱数据表明，金属配体键具有相当大的共价性。对配体及其镍（II）配合物进行了 XRD 研究。采用琼脂盘扩散法测试了这些化合物对一些选定细菌的体外生物筛选效果。配体及其镍（II）配合物在酸（H2SO4）介质中的缓蚀活性通过开路电位测量进行了检验。